Lewis Acid-Catalyzed Enantioselective Friedel–Crafts Alkylation of Pyrrole in Water
Jianan Sun, Yang Gui, Yekai Huang, Jindong Li, Zhenggen Zha, Yu Yang, Zhiyong Wang
Abstract
Highly enantioselective Friedel–Crafts alkylation of pyrroles with 2-enoyl-pyridine N-oxides in water/chloroform (10:1) was developed under catalysis of Lewis acid. The Friedel–Crafts alkylation products can be obtained in high yields and excellent enantioselectivities. Moreover, several control experiments were carried out to study the reaction mechanism.
Topics & Concepts
Friedel–Crafts reactionAlkylationEnantioselective synthesisPyrroleCatalysisLewis acids and basesPyridineChemistryOrganic chemistryChloroformPorphyrin and Phthalocyanine ChemistrySynthesis and Characterization of PyrrolesAsymmetric Synthesis and Catalysis